Synthesis of new 4-pyrrol-1-yl benzoic acid hydrazide analogs and some derived oxadiazole, triazole and pyrrole ring systems: A novel class of potential antibacterial and antitubercular agents

In the present study, a novel series of 4-pyrrol-1-yl benzoic acid hydrazide analogs, some derived 5-substituted-2-thiol-1,3,4-oxadiazoles, 5-substituted-4-amino-1,2,4-triazolin-3-thione and 2,5-dimethyl pyrroles have been synthesized in good yields and characterized by IR, NMR, mass spectral and el...

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Bibliographic Details
Published in:European journal of medicinal chemistry 2008-09, Vol.43 (9), p.1989-1996
Main Authors: Joshi, S.D., Vagdevi, H.M., Vaidya, V.P., Gadaginamath, G.S.
Format: Article
Language:English
Subjects:
Acid hydrazide derivatives
Anti-Bacterial Agents - chemical synthesis
Anti-Bacterial Agents - chemistry
Anti-Bacterial Agents - pharmacology
Antibacterial activity
Antibacterial agents
Antibiotics. Antiinfectious agents. Antiparasitic agents
Antitubercular activity
Antitubercular Agents - chemical synthesis
Antitubercular Agents - chemistry
Antitubercular Agents - pharmacology
Benzoic Acid - chemical synthesis
Benzoic Acid - chemistry
Benzoic Acid - pharmacology
Biological and medical sciences
Broth dilution assay method
Drug Design
Medical sciences
Mycobacterium tuberculosis - drug effects
Oxadiazoles - chemistry
Pharmacology. Drug treatments
Pyrroles
Pyrroles - chemistry
Triazoles - chemistry
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Summary:In the present study, a novel series of 4-pyrrol-1-yl benzoic acid hydrazide analogs, some derived 5-substituted-2-thiol-1,3,4-oxadiazoles, 5-substituted-4-amino-1,2,4-triazolin-3-thione and 2,5-dimethyl pyrroles have been synthesized in good yields and characterized by IR, NMR, mass spectral and elemental analyses. Compounds were evaluated for their preliminary in vitro antibacterial activity against some Gram-positive and Gram-negative bacteria and compounds were screened for antitubercular activity against Mycobacterium tuberculosis H 37Rv strain by broth dilution assay method. Some compounds showed very good antibacterial and antitubercular activities. A series of 4-pyrrol-1-yl benzoic acid hydrazide analogs and some derived ring systems were synthesized. The structures of new compounds were established on the basis of their elemental analysis and IR, 1H NMR, 13C NMR and mass spectral data. All compounds were subjected to in vitro antibacterial testing against six pathogenic strains and antitubercular screening against Mycobacterium tuberculosis. Preliminary results indicate that some of them exhibited promising activities and they deserve more consideration as potential antibacterial and antitubercular agents. [Display omitted]
ISSN:0223-5234
1768-3254
DOI:10.1016/j.ejmech.2007.11.016